4-Oxo-1,4-dihydroquinoline Carboxylic Acid

• CAT Number: R042578
• CAS Number: 13721-01-2
• Molecular Formula: C10H7NO3
• Molecular Weight: 189.17
• Purity: ≥95%
• Synonyms: 1,4-Dihydro-4-oxo-3-quinolinecarboxylic Acid; 4-Quinolone-3-carboxylic Acid
• Storage: Desiccate at RT
• IUPAC Name: 4-oxo-1H-quinoline-3-carboxylic acid
• InChI: InChI=1S/C10H7NO3/c12-9-6-3-1-2-4-8(6)11-5-7(9)10(13)14/h1-5H,(H,11,12)(H,13,14)
• InChIKey: ILNJBIQQAIIMEY-UHFFFAOYSA-N
• SMILES: C1=CC=C2C(=C1)C(=O)C(=CN2)C(=O)O

4-Oxo-1,4-dihydroquinoline carboxylic acid(CAT: R042578) is a key intermediate in the synthesis of biologically active quinolone derivatives, particularly fluoroquinolone antibiotics. Featuring a rigid bicyclic core with a ketone at position 4 and a carboxylic acid group, it exhibits properties essential for binding to bacterial enzymes like DNA gyrase and topoisomerase IV. This compound is frequently used in medicinal chemistry for the development of antimicrobial agents, anticancer compounds, and other heterocyclic pharmaceuticals. Its versatile reactivity also supports functionalization at various positions on the quinoline ring, enabling structure-activity relationship studies.